HCID 22479733, compound → HCID 22479794, compound

HRID 1353746Notes

Reaction equation

HRID 1353746 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]#[N:19])[CH:16]=3)[N:11]([CH:20]3[CH2:25][CH2:24][CH2:23][CH2:22][O:21]3)[N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(OCC)(=O)C>[O:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH:20]1[N:11]1[C:12]2[C:17](=[CH:16][C:15]([C:18]#[N:19])=[CH:14][CH:13]=2)[C:9]([CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:10]1

Participants

3

Reactant 1

HCID 22479733HCID 22479733, compound

Product 1

HCID 22479794HCID 22479794, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3-((1 E)-2-Phenylvinyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile (0.275 g, 0.83 mmol) was dissolved in ethyl acetate (20 mL). The flask was purged with nitrogen, then hydrogen. To this solution was added palladium on carbon (10 weight %, 14 mg). The mixture was stirred under an atmosphere of hydrogen for 5 hours. The catalyst was filtered and washed with small portions of ethyl acetate (5 mL). The filtrate was concentrated under reduced pressure resulting in the title compound (oil solidified under vacuum) (0.117 g, 84% yield): ES-MS (m/z) 332 [M+1]+.

Workup

  1. customThe flask was purged with nitrogen
  2. additionTo this solution was added palladium on carbon (10 weight %, 14 mg)
  3. filtrationThe catalyst was filtered
  4. washwashed with small portions of ethyl acetate (5 mL)
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-98101f441f69469fae42c46cb710fca8
Source dataset
uspto-grants-2007_05
Patent number
US07220771B2

Reaction notes

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